Creation and development of novel ring-contracted porphyrinoids

2013 Fiscal Year Final Research Report

• Project/Area Number: 24655034
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Single-year Grants
• Research Field: Organic chemistry
• Research Institution: Nara Institute of Science and Technology
• Principal Investigator: YAMADA Hiroko 奈良先端科学技術大学院大学, 物質創成科学研究科, 教授 (20372724)
• Co-Investigator(Kenkyū-buntansha): KUZUHARA Daiki 奈良先端科学技術大学院大学, 物質創成科学研究科, 助教 (00583717)
• Project Period (FY): 2012-04-01 – 2014-03-31
• Keywords: トリフィリン / 錯体 / 芳香族 / ポルフィリノイド / 励起状態

Research Abstract

Pt(II), Fe(II) and B complexes of [14]triphyrin(2.1.1) were prepared. The stability and oxidative properties of Pt(II) complex was investigated. (Trip)(Cp)Fe(II) sandwich-type complex was also prepared. The reversible redox properties of the complex was investigated. The boron complex was also prepared. Thiatriphyrin was also prepared. Because of the steric hindrance between lone pairs of nitrogens, it is too unstable to be isolated and highly reactive with nucleophiles at meso-position. The dynamics of the singlet excited state of tiphyrin was also investigated.

Research Products

• [Journal Article] Time-Resolved Fluorescence Spectroscopy Study of Excited State Dynamics of Alkyl- and Benzo-Substituted Triphyrin(2.1.1) (2014)
  • Author(s): Y. Iima, D. Kuzuhara, Z. Xue, S. Akimoto, H. Yamada, K. Tominaga
  • Journal Title: Phys. Chem. Chem. Phys.
  • DOI: 10.1039/C4CP00301B
  • Peer Reviewed
• [Journal Article] Synthesis and Charactarization of [14]Triphyrin(2.1.1) and Its Metal Complexes (2013)
  • Author(s): D. Kuzuhara, H. Yamada
  • Journal Title: Heterocycles Volume: 87 Pages: 1209-1240 (Review)
  • Peer Reviewed
• [Journal Article] Synthesis and Properties of Boron Complexes of [14]Triphyrins(2.1.1) (2013)
  • Author(s): D. Kuzuhara, Z. Xue, S. Mori, T. Okujima, H. Uno, N. Aratani, H. Yamada
  • Journal Title: Chem. Commun Volume: 49 Pages: 8955-8957
  • Peer Reviewed
• [Journal Article] η5-Cyclopentadienyl-Iron(II)-[14]Triphyrin (2.1.1) Sandwich Compounds : Synthesis, Characterization, and Stable Redox Interconversion (2013)
  • Author(s): Z. Xue, D.Kuzuhara, S. Ikeda, Y. Sakakibara, K. Ohkubo, N. Aratani, T. Okujima, H. Uno, S. Fukuzumi, H. Yamada
  • Journal Title: Angew. Chem. Int. Ed. Volume: 52 Pages: 73606-7309
  • Peer Reviewed
• [Journal Article] Thiatriphyrin(2.1.1) : A Core-Modified Contracted Porphyrin (2013)
  • Author(s): D. Kuzuhara, Y. Sakakibara, S. Mori, T. Okujima, H. Uno, H. Yamada
  • Journal Title: Angew. Chem. Int. Ed. Volume: 52 Pages: 3360-3363
  • Peer Reviewed
• [Journal Article] Synthesis and Characterization of New Platinum(II) and Platinum(IV) Triphyrin Complexes (2013)
  • Author(s): Z.-L. Xue, D. Kuzuhara, S. Ikeda, T. Okujima, S. Mori, H. Uno, H. Yamada
  • Journal Title: Inorg. Chem. Volume: 52 Pages: 1688-1690
  • Peer Reviewed
• [Presentation] [14]Triphyrin(2.1.1) as a Flexible and Cyclic Monoanionic Tridentate Ligand of varisou Metal Complexes (2014)
  • Author(s): Daiki Kuzuhara, Yasuyuki Mori, Hiroko Yamada
  • Organizer: 8th International Conference of Porphyrins and Phthalocyanines
  • Place of Presentation: Istanbur, Turkey
  • Year and Date: 2014-06-24
  • Invited
• [Presentation] [14]トリフィリン(2.1.1)鉄錯体の合成と物性 (2013)
  • Author(s): 薛兆歴・葛原大軌・荒谷直樹・山田容子
  • Organizer: 第24回基礎有機化学討論会
  • Place of Presentation: 東京都
  • Year and Date: 20130905-07
• [Presentation] [14]チアトリフィリン(2.1.1)の合成と反応性 (2013)
  • Author(s): 葛原大軌、榊原由佳、荒谷直樹、山田容子
  • Organizer: 2013年日本化学会第93春季年会
  • Place of Presentation: 滋賀県
  • Year and Date: 20130322-25
• [Presentation] トリフィリン誘導体を触媒とする酸素の2電子還元反応 (2013)
  • Author(s): 大久保敬、間瀬謙太郎、薛兆歴、山田容子、福住俊一
  • Organizer: 2013年日本化学会第93春季年会
  • Place of Presentation: 滋賀県
  • Year and Date: 20130322-25
• [Presentation] Synthesis and Reactivity of meso-Free and Core-Modified [14]Triphyrins(2.1.1) (2013)
  • Author(s): Daiki Kuzuhara, Yuka Sakakibara, Hiroko Yamada
  • Organizer: 223rd ECS Meeting
  • Place of Presentation: Toronto, Canada
  • Year and Date: 2013-05-13
  • Invited
• [Presentation] 5, 10-ジアリール[14]チアトリフィリン(2.1.1)類縁体の構造と反応性 (2012)
  • Author(s): 榊原由佳、葛原大軌、山田容子
  • Organizer: 2012年第23回基礎有機化学討論会
  • Place of Presentation: 京都府
  • Year and Date: 20120919-21
• [Presentation] Synthesis and Characterization of Metal Complexes of [14]Triphyrin(2.1.1) (2012)
  • Author(s): Hiroko Yamada, Zhaoli Xue, Daiki Kuzuhara, Zhen Shen
  • Organizer: 7th International Conference of Porphyrins and Phthalocyanines
  • Place of Presentation: Jeju, Korea
  • Year and Date: 2012-07-02
  • Invited
• [Presentation] Synthesis of meso-free and Core-modified [14]Triphyrin(2.1.1) from Diformyltriphyrranes byIntramolecular McMurry Coupling Reaction (2012)
  • Author(s): Daiki Kuzuhara, Yuka Sakakibara, Hiroko Yamada
  • Organizer: 7th International Conference of Porphyrins and Phthalocyanines
  • Place of Presentation: Jeju, Korea
  • Year and Date: 2012-07-02
  • Invited